Group Trip · Portugal
Gay Group Trip: Lisbon and The Douro River
Fixed departures
Dates and itinerary set, organized end to end. Tailor-made available too.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
Sail through Portugal’s breathtaking Douro Valley on this extraordinary group trip. Meet like-minded travelers and create memories to last you a lifetime. This all-LGBTQ+ luxury cruise blends the best of Portugal’s culture, cuisine, and history with the joy of traveling in a welcoming, vibrant community.
Begin in Lisbon, where golden-hued streets and centuries-old landmarks set the stage for an unforgettable adventure. Wander through historic neighborhoods, savor pastel de nata, and feel the pulse of a city that celebrates its past while embracing the present.
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Then, head north to Porto, where the AmaSintra awaits, ready to guide you through the Douro’s sun-drenched vineyards and charming riverside villages.
As you cruise through one of Europe’s most stunning wine regions, indulge in world-class tastings, feast on traditional Portuguese cuisine, and explore fairytale-like towns such as Lamego and Castelo Rodrigo. Venture into Spain for a day in Salamanca, where flamenco dancers and grand plazas steal the show.
Back on board, unwind with a glass of Port, watching the sunset paint the valley in shades of gold and crimson.
Whether you’re raising a glass in a centuries-old wine estate or dancing under the stars on deck, this trip promises moments you’ll cherish long after the final port.
Day by day
Group departures follow a set route so everyone travels together. The nights and the order are fixed, but your specialist can add time either side. Prices are an entry-level guide; your quote will be exact.
Day 1: Arrival to Lisbon
Arrive in Lisbon and transfer to a five-star hotel in the heart of the city. Settle in and explore the surroundings at your own pace before the evening’s welcome reception. Meet fellow travelers and the tour guides while enjoying drinks and light bites. This is a great opportunity to get to know the group before the journey begins. The evening is yours to relax, take a stroll through the city’s lively streets, or enjoy dinner at a local restaurant. Rest up before diving into the full Lisbon experience the next day.
Day 2: Exploring Lisbon
Start the day with a guided tour of Lisbon’s most iconic landmarks. Visit the historic Belém Tower, the grand Jerónimos Monastery, and the Monument to the Discoveries. Walk through the city’s charming streets, taking in the architecture and local culture. The afternoon is free for personal exploration—perhaps visit the lively Bairro Alto district, ride the famous yellow tram, or sample pastéis de nata at a local bakery. Enjoy dinner at leisure, with plenty of restaurants offering fresh seafood and Portuguese specialties.
Day 3: Lisbon to Porto – Wine Country & Boarding
Depart Lisbon and journey north through Portugal’s stunning countryside. Stop at a traditional wine estate for a guided tour and tasting session, followed by a leisurely lunch featuring local cuisine. Arrive in Porto and board the AmaSintra, your luxurious river cruise home for the next seven nights. Settle into your cabin and explore the ship’s amenities. In the evening, enjoy a welcome dinner onboard while sailing past Porto’s illuminated waterfront, a UNESCO World Heritage Site. Take in the views with a glass of Port wine as you prepare for the Douro River adventure ahead.
Day 4: Porto to Régua – Douro Valley & Mateus Palace
Spend the morning cruising through the breathtaking Douro Valley, surrounded by terraced vineyards and rolling hills. Arrive in Régua and visit a historic quinta for a traditional Portuguese lunch paired with local wines. In the afternoon, explore the beautifully landscaped gardens of the Mateus Palace, known for its Baroque architecture and photogenic setting. Return to the ship for a relaxing evening on board. Enjoy dinner with your fellow travelers while the ship gently glides along the river, passing picturesque villages and lush vineyards.
Day 5: Régua to Vega Terrón – Castelo Rodrigo
Sail along the peaceful Douro River, taking in the ever-changing scenery of steep hills and olive groves. In the afternoon, visit Castelo Rodrigo, a well-preserved medieval village with cobbled streets and breathtaking hilltop views. Explore its ancient walls, charming houses, and the historic church. Sample local almonds and olive oil before returning to the ship. Enjoy an evening of fine dining onboard as the journey continues toward the Spanish border. Relax on deck with a cocktail or enjoy entertainment provided by the crew.
Day 6: Salamanca – Spanish Excursion
Travel by coach to Salamanca, Spain, a UNESCO-listed city filled with golden sandstone buildings. A guided walking tour takes you through the stunning Plaza Mayor, the centuries-old University of Salamanca, and the impressive New and Old Cathedrals. Enjoy a traditional Spanish lunch in a local restaurant, followed by an exhilarating flamenco performance. In the afternoon, explore the city at leisure—perhaps shopping for souvenirs or visiting Casa de las Conchas. Return to the ship in the evening, where a relaxing dinner awaits as the cruise continues along the river.
Day 7: Pocinho to Pinhão – Wine & Culture
Wake up to another beautiful morning on the Douro and cruise toward Pinhão, a town famous for its wine production. Stop at Quinta da Avessada, an interactive wine museum, where you’ll enjoy a lively lunch with local specialties and a tasting of Moscatel wine. Continue to a family-run quinta for a private Port wine tasting, learning about the region’s long-standing wine traditions. Return to the ship for a relaxing evening onboard. Enjoy a leisurely dinner while sailing through the heart of the Douro Valley, admiring the golden hues of the sunset over the terraced vineyards.
Day 8: Pinhão to Porto – Lamego & Riverside Cruising
Explore Lamego, a historic town known for its grand Sanctuary of Our Lady of Remedies. Climb the impressive baroque staircase leading to the church or stroll through the town’s picturesque streets. Sample local specialties like bôlas de Lamego, a savory stuffed bread. In the afternoon, relax onboard as the ship cruises back to Porto. Spend the evening taking in Porto’s vibrant riverfront scenery with a farewell dinner onboard. Share memories of the journey with new friends while enjoying fine Portuguese cuisine and entertainment.
Day 9: Porto & Afurada – Coastal Charm
Begin the day with a guided tour of Porto’s historic center, exploring its winding streets, colorful houses, and stunning azulejo-tiled churches. Visit a famous Port wine cellar for a tasting session before an afternoon excursion to the fishing village of Afurada. Experience the laid-back coastal lifestyle, watching fishermen at work and exploring the town’s traditional restaurants. Enjoy a festive farewell dinner onboard, celebrating the end of an unforgettable journey with music, laughter, and toasts to new friendships.
Day 10: Porto – Departure
After breakfast, disembark in Porto and transfer to the airport for onward travel. If time allows, take a final stroll along the Ribeira district or pick up last-minute souvenirs before bidding farewell to Portugal.
Departures
Prices are per person sharing. A single supplement applies to solo travelers and your specialist will confirm it with your quote.
Our Experts
If you like food, surfing or simply sightseeing, Portugal is somewhere you just have to visit. I personally adore Lisbon for its booming culinary scene and colourful backstreet bars and cafes.
Porto is my absolute favourite place in Europe and I've been too many times to count. It's super-inclusive and is also perfectly paired with a trip to Morocco.
We dined, drank and danced our way through Porto and Lisbon to ring in the New Year.
Zach W.
Fantastic hotels in Porto and the Douro Valley, and the Ribeira food experience simply blew us away.
Peter S.
We called Out of Office after hours trying to book Portugal ourselves, and our first day in Lisbon began with an exceptional food tour.
Mary Lee G.
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalized experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalized itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travelers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Speak To Us About This Group Trip
Tell us which departure interests you and one of our LGBTQ+ travel specialists will confirm availability and talk you through the trip, including any tailor-made extensions you would like to add before or after the group dates.
One named specialist, first inquiry to homecoming. No call center, and nothing is charged until you decide to book.